300852-49-7Relevant academic research and scientific papers
Tuning the Excited State of Tetradentate Pd(II) and Pt(II) Complexes through Benzannulated N-Heteroaromatic Ring and Central Metal
Fang, Xiaoli,Guo, Hua,Li, Guijie,Lou, Weiwei,She, Yuanbin,Sun, Yulu,Yang, Yun-Fang,Zhang, Qisheng
, p. 223 - 234 (2021/12/16)
A series of tetradentate Pd(II) and Pt(II) complexes containing fused 5/6/6 metallocycles with phenyl N-heteroaromatic benzo[d]imidazole (pbiz), benzo[d]oxazole (pboz) or benzo[d]thiazole (pbthz)-containing ligands was developed. Systematic studies by exp
Electrochemical Synthesis of Benzimidazoles via Dehydrogenative Cyclization of Amidines
Zhao, Huai-Bo,Zhuang, Jin-Liang,Xu, Hai-Chao
, p. 1692 - 1695 (2021/03/01)
The development of efficient and sustainable methodologies for the synthesis of N-heterocycles is a constant focus of organic synthesis. Herein an electrochemical method is reported for the synthesis of benzimidazoles through dehydrogenative cyclization of easily available N-aryl amidines. The reactions were conducted under simple constant current conditions in an undivided cell without need for catalysts, chemical oxidants, or additives, and produced H2 as the only theoretical byproduct.
Nickel-Catalyzed Heteroarenes Cross Coupling via Tandem C-H/C-O Activation
Wang, Ting-Hsuan,Ambre, Ram,Wang, Qing,Lee, Wei-Chih,Wang, Pen-Cheng,Liu, Yuhua,Zhao, Lili,Ong, Tiow-Gan
, p. 11368 - 11376 (2018/11/23)
Inert aryl methyl ethers as coupling components via C-O activation have been established with a Ni catalyst for C-H activation of heteroarene. The key to simultaneous C-H/C-O bond activation is the use of sterically demanding o-tolylMgBr. The protocol is effective for a wide scope of substrates including naphthyl methyl ethers, anisoles, and a variety of other heteroarene derivatives. Detailed mechanistic studies indicated that the C-O cleavage is assisted via synergistic effect of nickel and Grignard reagent in this C-H/C-O reaction, which is supported by DFT calculation. At this stage, single-electron transfer can be ruled out as a main operative process for this tandem strategy.
N -heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed direct C-H bond arylation of (Benz)imidazoles with aryl chlorides
Gu, Zheng-Song,Chen, Wen-Xin,Shao, Li-Xiong
, p. 5806 - 5811 (2014/07/08)
(Benz)imidazoles can be efficiently functionalized by (hetero)aryl chlorides via direct C-H bond arylation in the presence of a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various activated, unactivated, and deactivated (hetero)aryl chlorides were successfully applied as the arylating reagents to achieve the 2-(hetero)aryl (benz)imidazoles in acceptable to high yields, giving a facile and alternative methodology for the direct C-H bond arylation of (benz)imidazoles.
An efficient arylation of benzoazoles with aryl bromides by a practical palladium-copper cocatalytic system
Yan, Xue-Ming,Mao, Xue-Rong,Huang, Zhi-Zhen
experimental part, p. 1371 - 1376 (2011/06/27)
A practical, efficient Pd(OAc)2/Cu(II)/PPh3 cocatalytic system has been developed. With only 1 mol% Pd(OAc)2, 20 mol% copper(II) salt, and 0.5 equiv of inexpensive PPh3 as ligand, the direct arylation of benzoazoles with aryl bromides could be performed smoothly in mild condition, affording the desired arylated benzoazoles in good yields (75-93%).
A highly efficient palladium/copper cocatalytic system for direct arylation of heteroarenes: An unexpected effect of Cu(xantphos)I
Huang, Jinkun,Chan, Johann,Chen, Ying,Borths, Christopher J.,Baucom, Kyle D.,Larsen, Robert D.,Faul, Margaret M.
supporting information; experimental part, p. 3674 - 3675 (2010/05/15)
"Chemical equation presented" Heteroarenes are important structural moieties in many chemical industry fields. A highly efficient Pd/Cu-catalyzed C-H arylation method for a range of heterocycles has been discovered. It was found that the key to the success of this transformation is a combination of a palladium catalyst and a well-defined copper cocatalyst. The efficiency and low loadings of catalyst (0.25 mol %) and cocatalyst (1 mol %) together with the mild reaction conditions demonstrate this method to be practically useful and mechanistically interesting.
